Question

Alkene Hydration LAB

3.    Choose the starting materials: styrene, and water, which is the solvent.

4.    Return to the lab and build the experiment apparatus, which includes a heater, condenser, nitrogen gas.

5.    Add the reagent, sulfuric acid (H₂SO₄) to the reaction flask.

6.    You will monitor the reaction progress using the pull down TV and TLC.

QUESTION 1

The product produce when styrene is reacted with sulfuric acid in the presence of water is

	a.	benzoic acid
	b.	phenol
	c.	1-phenylethanol
	d.	2-phenolethanol

1 points   

QUESTION 2

What role did sulfuric acid play in this reaction?

	a.	It lowered the energy of activation.
	b.	It will deprotonate water.
	c.	It made the reaction less exothermic.
	d.	It made the reaction more exothermic.

1 points   

QUESTION 3

How long did it take to see the first sign of the product?

	a.	Right away
	b.	About 2 minutes
	c.	About 10 minutes
	d.	The reaction did not work so no product formed.

1 points   

QUESTION 4

How long did it take for the reaction of styrene with sulfuric acid in water to go to completion? (All of the starting material was gone)

	a.	~ 30 minutes
	b.	~ 45 minutes
	c.	~ 60 minutes
	d.	~ 90 minutes

1 points   

QUESTION 5

Why did the product have a lower Rf value than the starting material?

	a.	Starting material has a higher molecular weight than the product.
	b.	Product has a higher molecular weight than the starting material.
	c.	Product is less polar than the starting material.
	d.	Product is more polar than the starting material.

1 points   

QUESTION 6

Why was it necessary to extract the reaction mixture with sodium hydroxide?

	a.	To remove excess sulfuric acid
	b.	To remove excess styrene
	c.	To remove excess water
	d.	To deprotonate the final product.

1 points   

QUESTION 7

After adding the aqueous solution of sodium hydroxide to the separatory funnel, the final product was in the ______________________.

	a.	upper aqueous layer
	b.	lower aqueous layer
	c.	upper organic layer
	d.	lower organic layer

1 points   

QUESTION 8

Which peak on the IR spectrum indicates that the final product is an alcohol?

	a.	The peak at 3000 cm-1.
	b.	The peak between 3600-3200 cm-1.
	c.	The peak at 1450 cm-1.
	d.	The peak at 700 cm-1.

1 points   

QUESTION 9

Which proton(s) in the final product corresponds to the tall singlet at about 7.40 ppm in the ¹H NMR?

	a.	Methyl protons
	b.	Methine proton
	c.	Hydroxyl proton
	d.	Aromatic protons

1 points   

QUESTION 10

How many different peaks would you expect to see in ¹³C NMR?

	a.	2
	b.	4
	c.	6
	d.	8

Answer 1